Lithium Hydroxide → 2-[(tert-Butoxycarbonyl)amino]-2-methylcyclopentane-1-carboxylic acid

HRID 1750513ノート

反応式

HRID 1750513 の反応式
[OH-].[Li+].[C:3]([O:7][C:8]([NH:10][C:11]1([CH3:20])[CH2:15][CH2:14][CH2:13][CH:12]1[C:16]([O:18]C)=[O:17])=[O:9])([CH3:6])([CH3:5])[CH3:4]>C1COCC1.O>[C:3]([O:7][C:8]([NH:10][C:11]1([CH3:20])[CH2:15][CH2:14][CH2:13][CH:12]1[C:16]([OH:18])=[O:17])=[O:9])([CH3:6])([CH3:4])[CH3:5]

参加物

5

反応物 2

HCID 3939Lithium HydroxideHCID 118308259Methyl 2-{[(tert-butoxy)carbonyl]amino}-2-methylcyclopentane-1-carboxylate

生成物 1

HCID 533968252-[(tert-Butoxycarbonyl)amino]-2-methylcyclopentane-1-carboxylic acid

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
50 °C

実験手順

Lithium hydroxide (23.50 g, 981 mmol) was added to a solution of methyl 2-{ [(tert-butoxy)carbonyl]amino}-2-methylcyclopentane-1-carboxylate (50.51 g, 196 mmol) in THF (300 ml) and water (150 ml). The reaction was heated at 50° C. for 18 hours and then to 60° C. for 18 hours. The reaction was concentrated in vacuo and then acidified to pH 7 with concentrated HCl and then to pH 3 with 2 M HCl (aq). The organics were extracted with ethyl acetate (3×300 ml) and the combined organics were washed with brine (50 ml), dried over magnesium sulfate and concentrated in vacuo to afford the title compound which was used without further purification.

後処理

  1. concentrationThe reaction was concentrated in vacuo
  2. extractionThe organics were extracted with ethyl acetate (3×300 ml)
  3. washthe combined organics were washed with brine (50 ml)
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-e64c5a1d17e94237be851bde0221560c
出典データセット
uspto-grants-2015_10
特許番号
US09156829B2

反応ノート

読み込み中…